A novel tandem Ru-catalyzed carbene addition to terminal alkynes/insertion into CH bonds in alkynyl acetals, ethers, and amines has been accomplished under mild reaction conditions (see scheme; TMS=trimethylsilyl). This cascade provides an efficient approach to form complex spiro and fused bicyclic structures by 1,5- and 1,6-hydride shift/cyclization sequences from vinylcarbene Ru intermediates.
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Cambeiro et al. (2011) studied this question.
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